RING-CHAIN TRANSFORMATIONS .9. SYNTHESIS AND RING-CHAIN TAUTOMERISM OF 2-(OMEGA-AMINOALKYL)-1,3,4-THIADIAZOLES

被引:7
|
作者
RADICS, U
LIEBSCHER, J
ZIEMER, B
RYBAKOV, V
机构
[1] HUMBOLDT UNIV BERLIN,FACHBEREICH CHEM,HESS STR 1-2,O-1040 BERLIN,GERMANY
[2] MOSCOW MV LOMONOSOV STATE UNIV,DEPT CHEM,MOSCOW 119899,RUSSIA
来源
CHEMISCHE BERICHTE-RECUEIL | 1992年 / 125卷 / 06期
关键词
1,3,4-THIADIAZOLES; RING-CHAIN TAUTOMERISM; ZWITTERIONS; LACTAM THIOACYLHYDRAZONES;
D O I
10.1002/cber.19921250614
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Thiohydrazide compounds 1 react with lactam acetals 2 or lactim ethers 3 by condensation giving unusual zwitterionic tautomers 5 of lactam thioacylhydrazones 4. These compounds 5 form mixtures of tautomers in neutral solution. In acidic solution, however, most of them undergo a reversible ring-chain transformation to novel 2-(omega-aminoalkyl)-1,3,4-thiadiazole salts 9. Alkylation of zwitterionic thioacylamidrazones 5 gives S-alkylation products 6.
引用
收藏
页码:1389 / 1395
页数:7
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